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Safety Information

11970

Sigma-Aldrich

1,3-Diphenyl-2-propenone

≥98.0% (GC)

Synonym(s):

Benzalacetophenone, Chalcone

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About This Item

Linear Formula:
C6H5CH=CHCOC6H5
CAS Number:
94-41-7
Molecular Weight:
208.26
Beilstein:
1210466
EC Number:
202-330-2
MDL number:
MFCD00003082
UNSPSC Code:
12352100
PubChem Substance ID:
57646947
NACRES:
NA.22

Assay

≥98.0% (GC)

solubility

dioxane: soluble 1 g/10 mL, clear, colorless

functional group

ketone
phenyl

SMILES string

O=C(\C=C\c1ccccc1)c2ccccc2

InChI

1S/C15H12O/c16-15(14-9-5-2-6-10-14)12-11-13-7-3-1-4-8-13/h1-12H/b12-11+

InChI key

DQFBYFPFKXHELB-VAWYXSNFSA-N

Gene Information

rat ... Ar(24208)

Application

1,3-Diphenyl-2-propenone was used in the preparation of pharmacologically-interesting heterocyclic systems like pyrazolines and pyrimidines.

Biochem/physiol Actions

1,3-Diphenyl-2-propenone (chalcone) inhibits the proliferation of human breast cancer cell lines, MCF-7 and MDA-MB-231 by inducing apoptosis and blocking cell cycle progression in the G2/M phase. It is an inhibitor of Plasmodium falciparum cyclin-dependent protein kinases.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

11970-VAR:
11970-500G:
11970-100G:
11970-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCF5302
BCBX5711
BCBT6312
BCBQ6285V
BCBN5590V

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Lijuan Song et al.
Fitoterapia, 84, 107-114 (2012-11-20)
Hydroxysafflor yellow A (HSYA) is an active ingredient obtained from the flower of Carthamus tinctorius L. The present study investigated the effects of HSYA on lipopolysaccharide (LPS)-induced inflammatory signal transduction in human alveolar epithelial A549 cells. A549 cells stimulated with
Yau-Hung Chen et al.
Molecules (Basel, Switzerland), 18(2), 2052-2060 (2013-02-07)
The aim of this study was to investigate novel chalcones with potent anti-inflammatory activities in vivo. Chalcone and two chalcone analogues (compound 5 and 9) were evaluated using a caudal fin-wounded transgenic zebrafish line "Tg(mpx:gfp)" to visualize the effect of
Zijing Li et al.
Journal of medicinal chemistry, 56(2), 471-482 (2012-12-18)
Rhenium and technetium-99m cyclopentadienyl tricarbonyl complexes mimicking the chalcone structure were prepared. These complexes were proved to have affinity to β-amyloid (Aβ) in fluorescent staining on brain sections of Alzheimer's Disease (AD) patient and binding assay using Aβ(1-42) aggregates, with
Conventional and Microwave assisted Synthesis of 1, 3- Diphenyl -2- Propenone derivatives and Cytotoxic, Anti bacterial activites.
Ahmad MR and Bano N.
International Journal of ChemTech Research, 3(3), 1470-1478 (2011)
Jeanne A Geyer et al.
Bioorganic & medicinal chemistry letters, 19(7), 1982-1985 (2009-03-03)
The cyclin dependent protein kinases, Pfmrk and PfPK5, most likely play an essential role in cell cycle control and differentiation in Plasmodium falciparum and are thus an attractive target for antimalarial drug development. Various 1,3-diaryl-2-propenones (chalcone derivatives) which selectivity inhibit
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